| 28 Nov 13 | S. Given Shay Given |  Aston VillaAVL | → |  MiddlesbroughMID | Loan |
| 28 Nov 13 | S. Given Shay Given | Aston VillaAVL | → | MiddlesbroughMID | Loan |
| 05 Nov 13 | J. Hoyte Justin Hoyte | MiddlesbroughMID | → |  MillwallMIL | Loan |
| 23 Oct 13 | D. Ayala Daniel Ayala |  Norwich CityNOR | → | MiddlesbroughMID | Loan |
| 23 Oct 13 | D. Ayala Daniel Ayala | Norwich CityNOR | → | MiddlesbroughMID | Loan |
| 02 Sept 13 | K. Kamara Kei Kamara |  Sporting Kansas CitySKC | → | MiddlesbroughMID | Undisclosed |
| 02 Sept 13 | J. Butterfield Jacob Butterfield | Norwich CityNOR | → | MiddlesbroughMID | Undisclosed |
| 02 Sept 13 | K. Kamara Kei Kamara | Sporting Kansas CitySKC | → | MiddlesbroughMID | Undisclosed |
| 02 Sept 13 | J. Butterfield Jacob Butterfield | Norwich CityNOR | → | MiddlesbroughMID | Undisclosed |
| 30 Aug 13 | C. Main Curtis Main | MiddlesbroughMID | → |  Shrewsbury TownSHR | Loan |
| 30 Aug 13 | R. Brobbel Ryan Brobbel | MiddlesbroughMID | → |  York CityYORK | Loan |
| 21 Aug 13 | M. Dolan Matthew Dolan | MiddlesbroughMID | → |  Hartlepool UnitedHAR | Loan |
| 16 Aug 13 | A. Reach Adam Reach | MiddlesbroughMID | → | Shrewsbury TownSHR | Loan |
| 08 Aug 13 | A. Adomah Albert Adomah |  Bristol CityBRC | → | MiddlesbroughMID | Undisclosed |
| 02 Aug 13 | Birger Solberg Meling | XXX | → | MiddlesbroughMID | Free |
| 02 Aug 13 | Bradley Halliday | XXX | → | MiddlesbroughMID | Free |
| 02 Aug 13 | F. Richardson Frazer Richardson | XXX | → | MiddlesbroughMID | Free |
| 02 Aug 13 | C. Burgess Christian Burgess | MiddlesbroughMID | → | Hartlepool UnitedHAR | Loan |
| 02 Aug 13 | C. Ripley Connor Ripley | MiddlesbroughMID | → |  Bradford CityBRD | Loan |
| 23 Jul 13 | S. McDonald Scott McDonald | MiddlesbroughMID | → | MillwallMIL | Free |
| 02 Jul 13 | D. Whitehead Dean Whitehead |  Stoke CitySTK | → | MiddlesbroughMID | Free |
| 02 Jul 13 | D. Whitehead Dean Whitehead | Stoke CitySTK | → | MiddlesbroughMID | Free |
| 01 Jul 13 | J. Varga Jozsef Varga | DXXDebrecenDebrecen | → | MiddlesbroughMID | Loan |
| 27 Mar 13 | M. Dolan Matthew Dolan | MiddlesbroughMID | → |  Yeovil TownYEO | Loan |
| 14 Mar 13 | B. Gibson Ben Gibson | MiddlesbroughMID | → |  Tranmere RoversTRN | Loan |
| 25 Feb 13 | S. Ameobi Sammy Ameobi |  Newcastle UnitedNEW | → | MiddlesbroughMID | Loan |
| 25 Feb 13 | S. Ameobi Sammy Ameobi | Newcastle UnitedNEW | → | MiddlesbroughMID | Loan |
| 31 Jan 13 | K. Dyer Kieron Courtney Dyer | XXX | → | MiddlesbroughMID | Free |
| 04 Jan 13 | Matthew Dolan | MiddlesbroughMID | → | Yeovil TownYEO | Loan |